Ethanol → HCID 70284500, compound

HRID 362266Notes

Reaction equation

HRID 362266 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[C:6]2[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:7]=2[S:8][CH:9]=1)=O.[NH:15]1[CH2:19][CH2:18][NH:17][C:16]1=[S:20].C(O)C>C(O)(=O)C>[BrH:1].[Cl:14][C:12]1[CH:11]=[CH:10][C:7]2[S:8][CH:9]=[C:5]([C:3]3[N:17]4[CH2:18][CH2:19][N:15]=[C:16]4[S:20][CH:2]=3)[C:6]=2[CH:13]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 2723650EthylenethioureaHCID 57175247HCID 57175247, compound

Product 1

HCID 70284500HCID 70284500, compoundYield 57.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of the crude 3-(2-bromoacetyl)-5-chlorobenzo[b]thiophen (4.2 g), 2-imidazolidinethione (1 g), ethanol (15 ml) and acetic acid (10 ml) was heated under reflux under nitrogen for 18 hours, then allowed to cool to ambient temperature. The resulting solid was collected by filtration, washed with ethanol (15 ml), and dried in vacuo to give 3-(5-chlorobenzo[b]thiophen-3-yl)-5,6-dihydroimidazo[2,1-b]thiazole monohydrobromide as a white solid (2.1 g), m.p. 286°-288° C. (dec.).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux under nitrogen for 18 hours
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with ethanol (15 ml)
  5. customdried in vacuo

Sources & evidence

ORD record
ord-018a43fac15a4943bd2445c6946d8fdc
Source dataset
uspto-grants-1999_02
Patent number
US05869492

Reaction notes

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